(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

Base Information

Chemical Name:(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate
CAS No.:116315-65-2
Molecular Formula:C₂₈H₄₈O₄SSi
Molecular Weight:508.838
Hs Code.:

Synonyms:(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

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Chemical Property of (4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

Chemical Property:

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Technology Process of (4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

There total 10 articles about (4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 116315-64-1
(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dien-1-ol

: 98-59-9
p-toluenesulfonyl chloride

: 116315-65-2
(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 6138-90-5
trans-geranyl bromide

: 116315-65-2
(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) sodium hydride / 1.) THF, DMF, 0 deg C, 30 min, 2.) 0 deg C, 60 min

2: 72 percent / H₂O, sodium chloride / dimethylsulfoxide / 3 h / Heating

3: 1.) selenium dioxide, salicylic acid, t-butyl hydroperoxide, 2.) sodium borohydride / 1.) CH₂Cl₂, 28 h, 2.) MeOH, 0 deg C, 60 min

4: 99 percent / carbon tetrachloride, triphenylphosphine / acetonitrile / 18 h / -25 °C

5: 1.) sodium hydride / 1.) THF, DMF_. 0 deg C, 30 min, 2.) reflux, 3 h

6: 75 percent / H₂O, sodium chloride / dimethylsulfoxide / 3 h / Heating

7: sodium borohydride / methanol / 2 h / 0 °C

8: 95 percent / imidazole / dimethylformamide / 18 h / 20 °C

9: lithium aluminium hydride / diethyl ether / 0.33 h / Heating

10: 97 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; tert.-butylhydroperoxide; tetrachloromethane; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; water; sodium hydride; triethylamine; triphenylphosphine; salicylic acid; sodium chloride; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 19894-82-7
(4E,8E)-methyl 5,9-dimethyldeca-4,8-dienoate

: 116315-65-2
(4E,8E,12RS)-12-dimethyl-t-butylsiloxy-5,9-dimethyl-trideca-4,8-dienyl toluene-p-sulphonate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) selenium dioxide, salicylic acid, t-butyl hydroperoxide, 2.) sodium borohydride / 1.) CH₂Cl₂, 28 h, 2.) MeOH, 0 deg C, 60 min

2: 99 percent / carbon tetrachloride, triphenylphosphine / acetonitrile / 18 h / -25 °C

3: 1.) sodium hydride / 1.) THF, DMF_. 0 deg C, 30 min, 2.) reflux, 3 h

4: 75 percent / H₂O, sodium chloride / dimethylsulfoxide / 3 h / Heating

5: sodium borohydride / methanol / 2 h / 0 °C

6: 95 percent / imidazole / dimethylformamide / 18 h / 20 °C

7: lithium aluminium hydride / diethyl ether / 0.33 h / Heating

8: 97 percent / triethylamine, 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; tert.-butylhydroperoxide; tetrachloromethane; dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; selenium(IV) oxide; water; sodium hydride; triethylamine; triphenylphosphine; salicylic acid; sodium chloride; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;